AR054272A1 - DERIVATIVES OF 3- AMINOPIRRILIDINAS TRI, TETRA - SUBSTITUTED - Google Patents

DERIVATIVES OF 3- AMINOPIRRILIDINAS TRI, TETRA - SUBSTITUTED

Info

Publication number
AR054272A1
AR054272A1 AR20060102021A ARP060102021A AR054272A1 AR 054272 A1 AR054272 A1 AR 054272A1 AR 20060102021 A AR20060102021 A AR 20060102021A AR P060102021 A ARP060102021 A AR P060102021A AR 054272 A1 AR054272 A1 AR 054272A1
Authority
AR
Argentina
Prior art keywords
group
carbon atoms
group containing
atom
alkyl
Prior art date
Application number
AR20060102021A
Other languages
Spanish (es)
Original Assignee
Daiichi Seiyaku Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=37431361&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR054272(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Daiichi Seiyaku Co filed Critical Daiichi Seiyaku Co
Publication of AR054272A1 publication Critical patent/AR054272A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A61K31/5383—1,4-Oxazines, e.g. morpholine ortho- or peri-condensed with heterocyclic ring systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

Un agente antibacteriano sintético con estructura de quinolona y un agente terapéutico para tratar una infeccion que presenta un amplio espectro y una potente actividad antibacteriana para ambas bacterias Gram positivas y Gram negativas y que además son de elevada seguridad. Reivindicacion 1: Un compuesto caracterizado porque está representado por la formula (1), o una sal o un hidrato del mismo, donde: R1 representa un átomo de hidrogeno, un grupo alquilo que contiene 1 a 6 átomos de carbono, un grupo cicloalquilo que contiene 3 a 6 átomos de carbono o un grupo carbonilo sustituido derivado de un aminoácido, un dipéptido o un tripéptido; estando el grupo alquilo sustituido opcionalmente con un sustituyente seleccionado del grupo que incluye un grupo hidroxi, un grupo amino, átomo de halogeno, un grupo alquiltio que contiene 1 a 6 átomos de carbono y un grupo alcoxi que contiene 1 a 6 átomos de carbono; R2 representa un átomo de hidrogeno, un grupo alquilo que contiene 1 a 6 átomos de carbono o un grupo cicloalquilo que contiene 3 a 6 átomos de carbono; estando el grupo alquilo sustituido opcionalmente con un sustituyente seleccionado del grupo que incluye un grupo hidroxi, un grupo amino, átomo de halogeno, un grupo alquiltio que contiene 1 a 6 átomos de carbono y un grupo alcoxi que contiene 1 a 6 átomos de carbono; R3 representa un grupo alquilo que contiene 1 a 6 átomos de carbono, un grupo cicloalquilo que contiene 3 a 6 átomos de carbono, un grupo alquenilo que contiene 2 a 6 átomos de carbono o un grupo alquinilo que contiene 2 a 6 átomos de carbono; estando el grupo alquilo sustituido opcionalmente con un sustituyente seleccionado del grupo que incluye un grupo hidroxi, un grupo amino, átomo de halogeno, un grupo alquiltio que contiene 1 a 6 átomos de carbono y un grupo alcoxi que contiene 1 a 6 átomos de carbono; R4 y R5 representan en forma independiente un átomo de hidrogeno, átomo de halogeno, un grupo alquilo que contiene 1 a 6 átomos de carbono, un grupo alcoxi que contiene 1 a 6 átomos de carbono, un grupo alquenilo que contiene 2 a 6 átomos de carbono, un grupo alquinilo que contiene 2 a 6 átomos de carbono o un grupo cicloalquilo opcionalmente sustituido que contiene 3 a 6 átomos de carbono; el grupo alquilo, el grupo alcoxi, el grupo alquenilo y el grupo alquinilo son ya sea un grupo de cadena recta o ramificada; estando el grupo alquilo sustituido opcionalmente con un sustituyente seleccionado del grupo que incluye un grupo hidroxi, un grupo amino, átomo de halogeno, un grupo alquiltio que contiene 1 a 6 átomos de carbono y un grupo alcoxi que contiene 1 a 6 átomos de carbono; y con la salvedad de que R4 y R5 no sean simultáneamente un átomo de hidrogeno; o los sustituyentes R4 y R5 juntos representan (a) una estructura cíclica de 3 a 6 miembros incluyendo el átomo de carbono compartido por R4 y R5 para formar una estructura espirocíclica con el anillo pirrolidina, el así formado anillo espiro contiene opcionalmente un átomo de oxígeno o un átomo de azufre como un átomo que forma parte del anillo y está sustituido opcionalmente con un grupo alquilo que contiene 1 a 6 átomos de carbono que opcionalmente presenta un átomo de halogeno o un sustituyente; o (b) un grupo exometileno que se une con doble union al anillo pirrolidina, el grupo exometileno que opcionalmente presenta 1 o 2 sustltuyentes seleccionados del grupo hidroxi, un grupo amino, átomo de halogeno, un grupo alquiltio que contiene 1 a 6 átomos de carbono y un grupo alcoxi que contiene 1 a 6 átomos de carbono; R6 y R7 representan en forma independiente un átomo de hidrogeno o un grupo alquilo que contiene 1 a 6 átomos de carbono; R8 representa un grupo alquilo halosustituido que contiene 1 a 6 átomos de carbono, un grupo cicloalquilo halosustituido que contiene 3 a 6 átomos de carbono, un grupo fenilo halosustituido o un grupo heteroarilo halosustituido; R9 representa un átomo de hidrogeno, grupo fenilo, grupo acetoximetilo, grupo pivaloil oximetilo, grupo etoxicarbonilo, grupo colina, grupo dimetilaminoetilo, grupo 5-indanilo, grupo ftalidinilo, grupo 5-alquil-2-oxo-1,3-dioxol-4-ilmetilo, grupo 3-acetoxi-2-oxobutilo, un grupo alquilo que contiene 1 a 6 átomos de carbono, un grupo alcoximetilo que contiene 2 a 7 átomos de carbono o un grupo fenilalquilo que comprende un grupo alquileno que contiene 1 a 6 átomos de carbono y grupo fenilo; X1 representa un átomo de hidrogeno o un átomo de halogeno; y A representa un átomo de nitrogeno o un radical representado por la formula (2), donde X2 representa un átomo de hidrogeno, un grupo alquilo que contiene 1 a 6 átomos de carbono, un grupo alcoxi que contiene 1 a 6 átomos de carbono, un grupo ciano, átomo de halogeno, un grupo metilo halosustituido o un grupo halometoxi; o junto con R8 representan una estructura cíclica incluyendo una parte del nucleo, donde el anillo así formado contiene opcionalmente un átomo de oxígeno, un átomo de nitrogeno o un átomo de azufre como un átomo que forma parte del anillo y está sustituido opcionalmente con un grupo alquilo que contiene 1 a 6 átomos de carbono que opcionalmente presenta un átomo de halogeno o un sustituyente.A synthetic antibacterial agent with a quinolone structure and a therapeutic agent to treat an infection that has a broad spectrum and powerful antibacterial activity for both Gram positive and Gram negative bacteria and which are also highly safe. Claim 1: A compound characterized in that it is represented by formula (1), or a salt or a hydrate thereof, wherein: R 1 represents a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms, a cycloalkyl group which it contains 3 to 6 carbon atoms or a substituted carbonyl group derived from an amino acid, a dipeptide or a tripeptide; the alkyl group being optionally substituted with a substituent selected from the group that includes a hydroxy group, an amino group, halogen atom, an alkylthio group containing 1 to 6 carbon atoms and an alkoxy group containing 1 to 6 carbon atoms; R2 represents a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms or a cycloalkyl group containing 3 to 6 carbon atoms; the alkyl group being optionally substituted with a substituent selected from the group that includes a hydroxy group, an amino group, halogen atom, an alkylthio group containing 1 to 6 carbon atoms and an alkoxy group containing 1 to 6 carbon atoms; R3 represents an alkyl group containing 1 to 6 carbon atoms, a cycloalkyl group containing 3 to 6 carbon atoms, an alkenyl group containing 2 to 6 carbon atoms or an alkynyl group containing 2 to 6 carbon atoms; the alkyl group being optionally substituted with a substituent selected from the group that includes a hydroxy group, an amino group, halogen atom, an alkylthio group containing 1 to 6 carbon atoms and an alkoxy group containing 1 to 6 carbon atoms; R4 and R5 independently represent a hydrogen atom, halogen atom, an alkyl group containing 1 to 6 carbon atoms, an alkoxy group containing 1 to 6 carbon atoms, an alkenyl group containing 2 to 6 atoms of carbon, an alkynyl group containing 2 to 6 carbon atoms or an optionally substituted cycloalkyl group containing 3 to 6 carbon atoms; the alkyl group, the alkoxy group, the alkenyl group and the alkynyl group are either a straight or branched chain group; the alkyl group being optionally substituted with a substituent selected from the group that includes a hydroxy group, an amino group, halogen atom, an alkylthio group containing 1 to 6 carbon atoms and an alkoxy group containing 1 to 6 carbon atoms; and with the proviso that R4 and R5 are not simultaneously a hydrogen atom; or the substituents R4 and R5 together represent (a) a 3- to 6-membered cyclic structure including the carbon atom shared by R4 and R5 to form a spirocyclic structure with the pyrrolidine ring, the so formed spiro ring optionally contains an oxygen atom or a sulfur atom as an atom that is part of the ring and is optionally substituted with an alkyl group containing 1 to 6 carbon atoms that optionally has a halogen atom or a substituent; or (b) an exomethylene group that binds with double bond to the pyrrolidine ring, the exomethylene group that optionally has 1 or 2 substituents selected from the hydroxy group, an amino group, halogen atom, an alkylthio group containing 1 to 6 atoms of carbon and an alkoxy group containing 1 to 6 carbon atoms; R6 and R7 independently represent a hydrogen atom or an alkyl group containing 1 to 6 carbon atoms; R8 represents a halosubstituted alkyl group containing 1 to 6 carbon atoms, a halosubstituted cycloalkyl group containing 3 to 6 carbon atoms, a halosubstituted phenyl group or a halosubstituted heteroaryl group; R9 represents a hydrogen atom, phenyl group, acetoxymethyl group, pivaloyl oxymethyl group, ethoxycarbonyl group, choline group, dimethylaminoethyl group, 5-indanyl group, phthalidinyl group, 5-alkyl-2-oxo-1,3-dioxol-4 group -ylmethyl, 3-acetoxy-2-oxobutyl group, an alkyl group containing 1 to 6 carbon atoms, an alkoxymethyl group containing 2 to 7 carbon atoms or a phenylalkyl group comprising an alkylene group containing 1 to 6 atoms carbon and phenyl group; X1 represents a hydrogen atom or a halogen atom; and A represents a nitrogen atom or a radical represented by formula (2), where X2 represents a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms, an alkoxy group containing 1 to 6 carbon atoms, a cyano group, halogen atom, a halosubstituted methyl group or a halomethoxy group; or together with R8 represent a cyclic structure including a part of the core, where the ring so formed optionally contains an oxygen atom, a nitrogen atom or a sulfur atom as an atom that is part of the ring and is optionally substituted with a group alkyl containing 1 to 6 carbon atoms that optionally has a halogen atom or a substituent.

AR20060102021A 2005-05-19 2006-05-18 DERIVATIVES OF 3- AMINOPIRRILIDINAS TRI, TETRA - SUBSTITUTED AR054272A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2005146386 2005-05-19
JP2005344514 2005-11-29
JP2006080629 2006-03-23

Publications (1)

Publication Number Publication Date
AR054272A1 true AR054272A1 (en) 2007-06-13

Family

ID=37431361

Family Applications (1)

Application Number Title Priority Date Filing Date
AR20060102021A AR054272A1 (en) 2005-05-19 2006-05-18 DERIVATIVES OF 3- AMINOPIRRILIDINAS TRI, TETRA - SUBSTITUTED

Country Status (16)

Country Link
US (3) US7563805B2 (en)
EP (2) EP2463274A1 (en)
JP (2) JP5087394B2 (en)
KR (1) KR101307717B1 (en)
AR (1) AR054272A1 (en)
AU (1) AU2006248354B2 (en)
BR (1) BRPI0610114A2 (en)
CA (1) CA2608468C (en)
ES (1) ES2422858T3 (en)
HK (1) HK1116774A1 (en)
IL (1) IL186815A (en)
MY (1) MY143605A (en)
NO (1) NO20075650L (en)
NZ (1) NZ562959A (en)
TW (1) TWI384987B (en)
WO (1) WO2006123792A1 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4820290B2 (en) * 2004-05-13 2011-11-24 第一三共株式会社 Substituted pyrrolidine derivatives
TW200640899A (en) * 2005-01-21 2006-12-01 Daiichi Seiyaku Co Fluoroalkylpyrrolidine derivative
US7563805B2 (en) 2005-05-19 2009-07-21 Daiichi Pharmaceutical Co., Ltd. Tri-, tetra-substituted-3-aminopyrrolidine derivative
EP1882685A4 (en) * 2005-05-20 2010-10-27 Daiichi Sankyo Co Ltd Method for producing asymmetric tetrasubstituted carbon atom-containing compound
JPWO2007037330A1 (en) * 2005-09-28 2009-04-09 第一三共株式会社 Method for producing lyophilized preparation containing quinolone
JP5073497B2 (en) * 2005-09-28 2012-11-14 第一三共株式会社 Process for producing tetra-substituted-5-azaspiro [2.4] heptane derivative and optically active intermediate thereof
US7977346B2 (en) 2006-01-17 2011-07-12 Guoqing Paul Chen Spiro compounds and methods of use
TWI386401B (en) * 2006-03-27 2013-02-21 Daiichi Seiyaku Co Hydrate for pharmaceutical compositions
EP2097400B1 (en) * 2007-01-05 2013-07-03 Daiichi Sankyo Company, Limited Fused substituted aminopyrrolidine derivative
JP5174365B2 (en) * 2007-03-23 2013-04-03 第一三共株式会社 Method for producing lyophilized preparation containing quinolone
CA2700227A1 (en) * 2007-09-21 2009-04-02 Epiphany Biosciences, Inc. Valomaciclovir polymorphs
US9359303B2 (en) 2009-04-21 2016-06-07 Purdue Research Foundation Octahydrobenzoisoquinoline modulators of dopamine receptors and uses therefor
WO2012158861A2 (en) * 2011-05-18 2012-11-22 Enanta Pharmaceuticals, Inc. Processes for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives
WO2014115648A1 (en) 2013-01-25 2014-07-31 株式会社アイエイアイ Actuator
WO2019025250A1 (en) 2017-08-04 2019-02-07 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi

Family Cites Families (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5872589A (en) 1981-10-28 1983-04-30 Dai Ichi Seiyaku Co Ltd Pyrido(1,2,3-de)(1,4)benzoxazine derivative
US4822801A (en) 1984-07-20 1989-04-18 Warner-Lambert Company 4-oxo-1,4-dihydroquinoline-3-carboxylic acid derivative as antibacterial agents
IE58742B1 (en) 1984-07-20 1993-11-05 Warner Lambert Co Substituted-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7h-pyrido[1,2,3-de] [1,4]benzoxauine-6-carboxylic acids; sibstituted-5-amino-6-6fluoro-4-oxo.1,4-dihydroquinoline-3 carboxylic acids; substituted-5-amino-6-fluoro-1,4-dihydro-4-oxo-1.8-naphthyridine-3-carboxylic acids; derivatives thereof; pharmaceutical compositions comprising the compounds; and processes for producing the compounds
JPS61137885A (en) 1984-12-08 1986-06-25 Dainippon Pharmaceut Co Ltd 1,8-naphthylidine derivative, its ester and salt
JPS61152682A (en) 1984-12-27 1986-07-11 Dainippon Pharmaceut Co Ltd Pyridonecarboxylic acid derivative, its ester and salt
JPS61282382A (en) 1985-06-06 1986-12-12 Dainippon Pharmaceut Co Ltd Phenyl substituted 1,8-naphthyridine derivative, ester and salt thereof
JPH0635457B2 (en) * 1985-06-28 1994-05-11 杏林製薬株式会社 Pyridonecarboxylic acid derivative and method for producing the same
US4735949A (en) * 1986-02-18 1988-04-05 Warner-Lambert Company Disubstituted-7-pyrrolidinonaphthyridine antibacterial agents
JPS63198664A (en) * 1986-03-31 1988-08-17 Sankyo Co Ltd Quinolonecarboxylic acid derivative
EP0242789A3 (en) 1986-04-25 1990-09-05 Dainippon Pharmaceutical Co., Ltd. Novel quinoline derivates and processes for preparation thereof
JPS63152318A (en) 1986-08-07 1988-06-24 Dainippon Pharmaceut Co Ltd Anti-mycoplasmal agent
ZW16387A1 (en) * 1986-09-12 1988-05-25 Hoffmann La Roche Tricyclic compounds
ES2059335T3 (en) 1986-09-12 1994-11-16 Hoffmann La Roche DERIVATIVES OF PIRIDO (3,2,1-IJ) -1,3,4-BENZOXADIAZINA, PROCEDURE FOR ITS OBTAINING, CORRESPONDING PHARMACEUTICAL PREPARATIONS AND INTERMEDIATE PRODUCTS USABLE IN THE PROCEDURE.
NZ222047A (en) 1986-10-08 1991-01-29 Bristol Myers Co Quinoline - or naphthyridine - carboxylic acid anti-bacterial agents
JPS63130594A (en) 1986-11-21 1988-06-02 Tokyo Tanabe Co Ltd Benzo(ij)quinolizine-2-carboxylic acid compound and production thereof
JPS63188626A (en) 1987-01-30 1988-08-04 Dainippon Pharmaceut Co Ltd Solubilizing pyridonecarboxylic acid
JPS643181A (en) 1987-06-23 1989-01-06 Sankyo Co Ltd Pyridonecarboxylic acid derivative
IL90062A (en) 1988-04-27 1994-10-07 Daiichi Seiyaku Co Pyridonecarboxylic acid derivatives, their preparation and pharmaceutical compositions containing them
JP2807277B2 (en) 1988-08-31 1998-10-08 第一製薬株式会社 Spiro compounds
CA1336090C (en) 1988-08-31 1995-06-27 Isao Hayakawa Spiro-substituted cyclic amines of quinolone derivatives
US5286723A (en) * 1988-08-31 1994-02-15 Daiichi Seiyaku Co., Ltd. Spiro compound
CA2058424A1 (en) * 1989-07-21 1991-01-22 Akihiro Shibata Quinoline carboxylic acid derivatives
JP2991381B2 (en) 1990-07-16 1999-12-20 大日本製薬株式会社 Novel quinolinecarboxylic acid derivatives, esters and salts thereof
JPH0559052A (en) * 1990-08-09 1993-03-09 Wakunaga Pharmaceut Co Ltd New cyclic compound or its salt and antimicrobial agent containing the same compound or salt
KR920004385A (en) 1990-08-09 1992-03-27 와꾸나가 기스께 New tricyclic compounds or salts thereof, preparation method thereof and antimicrobial agent containing same
WO1992021659A1 (en) * 1991-05-28 1992-12-10 Daiichi Pharmaceutical Co., Ltd. Pyridonecarboxylic acid derivative
DE4123918A1 (en) * 1991-07-19 1993-01-21 Bayer Ag 8-VINYL AND 8-ETHINYL-CHINOLON CARBONIC ACIDS
US5468742A (en) 1991-07-19 1995-11-21 Bayer Aktiengesellschaft 8-vinyl- and 9-ethinyl-quinolone-carboxylic acids
US5412098A (en) 1991-12-27 1995-05-02 Wakunaga Seiyaku Kabushiki Kaisha Quinolone derivative or salt thereof and antibacterial containing the same
JPH05279364A (en) 1992-02-07 1993-10-26 Wakunaga Pharmaceut Co Ltd New tricyclic compound or its salt and antimicrobial agent comprising the same
WO1993025545A1 (en) * 1992-06-09 1993-12-23 Korea Research Institute Of Chemical Technology Novel quinoline derivatives and processes for preparing the same
JPH06228138A (en) 1993-02-03 1994-08-16 Fujisawa Pharmaceut Co Ltd Pyridocinnoline compound or its salt and antibacterial agent containing the same
TW273551B (en) * 1993-05-24 1996-04-01 Wakiei Seiyaku Kk
JPH0725873A (en) 1993-07-09 1995-01-27 Wakunaga Pharmaceut Co Ltd Quinolone derivative or its salt and antibacterial agent containing the compound
EP0787726B1 (en) 1994-06-14 2001-11-28 Dainippon Pharmaceutical Co., Ltd. Novel compound, process for producing the same, and antitumor agent
WO1996012704A1 (en) * 1994-10-20 1996-05-02 Wakunaga Seiyaku Kabushiki Kaisha Novel pyridonecarboxylate derivative or salt thereof and antibacterial containing the same as active ingredient
CA2211681C (en) 1995-01-30 2003-05-13 Wakunaga Seiyaku Kabushiki Kaisha Novel pyridonecarboxylic acid derivatives or salts thereof and antibacterial agents comprising the same as active ingredient
JP4323574B2 (en) 1995-12-13 2009-09-02 大日本住友製薬株式会社 Antitumor agent
CN1268132A (en) * 1997-06-24 2000-09-27 第一制药株式会社 Cis-substituted fluoromethylpyrrolidine derivatives
AU4467101A (en) * 2000-03-31 2001-10-08 Daiichi Seiyaku Co Quinolonecarboxylic acid derivative
EP1712554A1 (en) 2004-02-02 2006-10-18 Daiichi Pharmaceutical Co., Ltd. Pyridobenzoxazine derivative
JP4820290B2 (en) 2004-05-13 2011-11-24 第一三共株式会社 Substituted pyrrolidine derivatives
US7563805B2 (en) * 2005-05-19 2009-07-21 Daiichi Pharmaceutical Co., Ltd. Tri-, tetra-substituted-3-aminopyrrolidine derivative

Also Published As

Publication number Publication date
NO20075650L (en) 2007-12-13
US20090253726A1 (en) 2009-10-08
MY143605A (en) 2011-06-15
US8211910B2 (en) 2012-07-03
US8476429B2 (en) 2013-07-02
IL186815A0 (en) 2008-02-09
CA2608468A1 (en) 2006-11-23
TWI384987B (en) 2013-02-11
KR101307717B1 (en) 2013-09-11
US20060264428A1 (en) 2006-11-23
EP2463274A1 (en) 2012-06-13
IL186815A (en) 2013-09-30
BRPI0610114A2 (en) 2010-06-01
NZ562959A (en) 2010-07-30
HK1116774A1 (en) 2009-01-02
CA2608468C (en) 2013-02-26
JP5087394B2 (en) 2012-12-05
TW200716131A (en) 2007-05-01
ES2422858T3 (en) 2013-09-16
WO2006123792A1 (en) 2006-11-23
JPWO2006123792A1 (en) 2008-12-25
EP1882689A4 (en) 2010-01-06
KR20080020603A (en) 2008-03-05
AU2006248354A1 (en) 2006-11-23
US7563805B2 (en) 2009-07-21
EP1882689A1 (en) 2008-01-30
JP2012193195A (en) 2012-10-11
JP5475841B2 (en) 2014-04-16
US20120232288A1 (en) 2012-09-13
AU2006248354B2 (en) 2011-11-03
EP1882689B1 (en) 2013-07-10

Similar Documents

Publication Publication Date Title
AR054272A1 (en) DERIVATIVES OF 3- AMINOPIRRILIDINAS TRI, TETRA - SUBSTITUTED
PE20201165A1 (en) PYRIDAZINE 1,4-DISUSTITUTED ANALOGS AND METHODS FOR TREATING CONDITIONS RELATED TO SMN DEFICIENCY
AR108388A2 (en) OXAZOL COMPOUNDS REPLACED WITH INDAZOL AS INHIBITORS OF PI3-KINASES
PE20171341A1 (en) PIRAZINE COMPOUNDS FOR THE TREATMENT OF INFECTIOUS DISEASES
EA200970510A1 (en) HETEROMONOCYCLIC COMPOUND AND ITS APPLICATION
AR061008A1 (en) INDOLOBENZAZEPINE HCV INHIBITORS FUSIONATED TO CYCLOPROPYL
DOP2018000187A (en) DERIVATIVES OF PIRAZOLO [1,5-A] PIRAZIN-4-ILO
AR046711A1 (en) 5-7-DIAMINOPIRAZOLO [4,3D] PYRIMIDINS AS INHIBITORS OF THE PDE-5, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND USES IN THE TREATMENT OF HYPERTENSIONS
PE20071020A1 (en) N-SUBSTITUTED GLYCINE DERIVATIVE COMPOUNDS AS PROLYL HYDROXYLASE INHIBITORS
AR074435A1 (en) DERIVATIVES OF 1,3-BENZOTIAZOL, DRUGS THAT CONTAIN THEM AND USE OF THE SAME IN THE TREATMENT OF CANCER.
AR053120A1 (en) AMINOPIRIDINS AS INHIBITORS OF BETA SECRETASA
ECSP099638A (en) NEW ADENINE COMPOUND
PE20090648A1 (en) COMPOUNDS FOR THE TREATMENT OF HEPATITIS C
AR054809A1 (en) COMPOUNDS OF AMINO -5-HETEROARILO (5 MEMBERS) IMIDAZOLONE AND ITS USE FOR THE MODULATION OF B-SECRETASE
AR086357A1 (en) INDAZOL DERIVATIVES ACTIVE SUBSTITUTES AS QUINASE INHIBITORS
EA201290089A1 (en) CHEMICAL COMPOUNDS
PE20141352A1 (en) PHENYL-3-AZA-BICYCLE [3,1,0] HEX-3-IL-METHANONES AND ITS USE AS A MEDICINAL PRODUCT
PE20140863A1 (en) BENZENE COMPOUNDS REPLACED WITH ARYL OR HETEROARYL
ECSP12012292A (en) CERTAIN AMINO-PIRIDAZINAS, COMPOSICIOINES OF THE SAME AND METHODS OF USE OF THE SAME
AR082201A1 (en) USEFUL BENCENOSULPHONAMIDS AS INHIBITORS OF THE SODIUM CHANNEL
TW200716531A (en) Cyclohexanesulfonyl derivatives as GLYT1 inhibitors to treat schizophrenia
AR054482A1 (en) DERIVATIVES OF AZETIDINONE FOR THE TREATMENT OF HYPERLIPIDEMIAS
AR085960A1 (en) 1,3-OXAZINES AS INHIBITORS OF THE BACE1 AND / OR THE BACE2
AR057810A1 (en) NS5B INDOLOBENZAZEPINE HCV INHIBITORS FUSIONED TO CYCLOPROPYL AND PHARMACEUTICAL COMPOSITION
PE20091095A1 (en) GAMMA MODULATORS SECRETASA

Legal Events

Date Code Title Description
FB Suspension of granting procedure